N4128

Sigma-Aldrich

19-Norethindrone

≥98%, powder

Synonym(s):
19-Norethisterone, 17α-Ethynyl-19-nortestosterone, 17α-Ethynyl-17β-hydroxy-19-nor-4-androsten-3-one, 17-Hydroxy-19-nor-17α-4-pregnen-20-yn-3-one, 19-Nor-17α-ethynyl-4-androsten-17β-ol-3-one
Empirical Formula (Hill Notation):
C20H26O2
CAS Number:
Molecular Weight:
298.42
Beilstein/REAXYS Number:
1915671
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

synthetic (organic)

assay

≥98%

form

powder

storage condition

protect from light

color

white to off-white

mp

205-206 °C (lit.)

solubility

chloroform: ≥50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

HC@12CCC(=O)C=C1CCC@3(H)C@2(H)CCC@@4(C)C@@3(H)CCC@@4(O)C#C

InChI

1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1

InChI key

VIKNJXKGJWUCNN-XGXHKTLJSA-N

Gene Information

human ... AR(367), PGR(5241)
rat ... Ar(24208)

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Packaging

250 mg in glass bottle
1, 5 g in glass bottle
50 mg in glass insert

Biochem/physiol Actions

19-norethindrone is an oral contraceptive involved in the inhibition of cytosolic sulfotransferases (SULT).

Pictograms

Health hazardEnvironment

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

40

Safety Statement

22-36/37/39-45

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Susan M Fetherston et al.
The Journal of antimicrobial chemotherapy, 68(2), 394-403 (2012-10-31)
The non-nucleoside reverse transcriptase inhibitor MC1220 has potent in vitro activity against HIV type 1 (HIV-1). A liposome gel formulation of MC1220 has previously been reported to partially protect rhesus macaques against vaginal challenge with a simian HIV (SHIV). Here...
Moa Säfholm et al.
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 369(1656) (2014-11-19)
Most amphibians breed in water, including the terrestrial species, and may therefore be exposed to water-borne pharmaceuticals during critical phases of the reproductive cycle, i.e. sex differentiation and gamete maturation. The objectives of this paper were to (i) review available...
Chelsea B Polis et al.
The Lancet. Infectious diseases, 13(9), 797-808 (2013-07-23)
Whether or not the use of hormonal contraception affects risk of HIV acquisition is an important question for public health. We did a systematic review, searching PubMed and Embase, aiming to explore the possibility of an association between various forms...
F Z Stanczyk et al.
Contraception, 42(1), 67-96 (1990-07-01)
There is limited information on the metabolism of levonorgestrel, norethindrone and structurally related contraceptive steroids. Both levonorgestrel and norethindrone undergo extensive reduction of the alpha, beta-unsaturated ketone in ring A. Levonorgestrel also undergoes hydroxylation at carbons 2 and 16. The...
Louise Lind Schierbeck et al.
BMJ (Clinical research ed.), 345, e6409-e6409 (2012-10-11)
To investigate the long term effect of hormone replacement therapy on cardiovascular outcomes in recently postmenopausal women. Open label, randomised controlled trial. Denmark, 1990-93. 1006 healthy women aged 45-58 who were recently postmenopausal or had perimenopausal symptoms in combination with...

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